ACCESSION: MSBNK-Eawag-EQ302404
RECORD_TITLE: Noscapine; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3024
CH$NAME: Noscapine
CH$NAME: (-)-Noscapine
CH$NAME: 6,7-dimethoxy-3-(4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxol[4,5-g]isoquinolin-5-yl)phthalide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H23NO7
CH$EXACT_MASS: 413.14745
CH$SMILES: CN1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3
CH$IUPAC: InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
CH$LINK: CAS
6035-40-1
CH$LINK: PUBCHEM
CID:275196
CH$LINK: INCHIKEY
AKNNEGZIBPJZJG-MSOLQXFVSA-N
CH$LINK: CHEMSPIDER
242139
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 414.1545
MS$FOCUSED_ION: PRECURSOR_M/Z 414.1547
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-05fr-0093000000-0bd2017e1bcc5746d029
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
91.0541 C7H7+ 1 91.0542 -1.61
93.0697 C7H9+ 1 93.0699 -1.68
95.0489 C6H7O+ 1 95.0491 -2.64
103.054 C8H7+ 1 103.0542 -2.3
119.049 C8H7O+ 1 119.0491 -1.02
121.0646 C8H9O+ 1 121.0648 -1.33
131.049 C9H7O+ 1 131.0491 -1
132.0569 C9H8O+ 1 132.057 -0.65
133.0646 C9H9O+ 1 133.0648 -1.59
134.0362 C8H6O2+ 1 134.0362 -0.45
135.0437 C8H7O2+ 1 135.0441 -2.34
136.0517 C8H8O2+ 1 136.0519 -1.48
137.0595 C8H9O2+ 1 137.0597 -1.58
148.0756 C9H10NO+ 1 148.0757 -0.81
149.0596 C9H9O2+ 1 149.0597 -0.78
151.0751 C9H11O2+ 1 151.0754 -1.63
160.0516 C10H8O2+ 1 160.0519 -1.69
161.0595 C10H9O2+ 1 161.0597 -1.22
162.0908 C10H12NO+ 1 162.0913 -3.27
163.0387 C9H7O3+ 1 163.039 -1.48
164.0466 C9H8O3+ 1 164.0468 -1.44
165.0545 C9H9O3+ 1 165.0546 -0.79
165.0694 C13H9+ 1 165.0699 -2.83
174.0552 C10H8NO2+ 1 174.055 1.24
175.0629 C10H9NO2+ 1 175.0628 0.57
176.0462 C10H8O3+ 1 176.0468 -3.38
176.0705 C10H10NO2+ 1 176.0706 -0.6
177.0546 C10H9O3+ 1 177.0546 -0.17
177.0781 C10H11NO2+ 1 177.0784 -1.92
178.0775 C14H10+ 1 178.0777 -0.96
179.07 C10H11O3+ 1 179.0703 -1.34
188.0465 C11H8O3+ 1 188.0468 -1.31
188.0704 C11H10NO2+ 1 188.0706 -1.14
189.0544 C11H9O3+ 1 189.0546 -1.11
189.0693 C15H9+ 1 189.0699 -3
190.0626 C11H10O3+ 1 190.0624 0.81
190.0777 C15H10+ 1 190.0777 -0.17
190.0859 C11H12NO2+ 1 190.0863 -1.71
191.0575 C10H9NO3+ 1 191.0577 -1.12
191.0699 C11H11O3+ 1 191.0703 -1.99
191.0852 C15H11+ 1 191.0855 -1.92
192.0565 C14H8O+ 1 192.057 -2.43
192.0653 C10H10NO3+ 1 192.0655 -0.94
193.0492 C10H9O4+ 1 193.0495 -1.84
193.064 C14H9O+ 1 193.0648 -4.05
194.0724 C14H10O+ 1 194.0726 -1.06
195.08 C14H11O+ 1 195.0804 -2.37
196.0884 C14H12O+ 1 196.0883 0.83
203.0574 C11H9NO3+ 1 203.0577 -1.5
204.0568 C15H8O+ 1 204.057 -0.67
204.0653 C11H10NO3+ 1 204.0655 -1.17
205.0732 C11H11NO3+ 1 205.0733 -0.8
206.0729 C15H10O+ 1 206.0726 1.33
206.081 C11H12NO3+ 1 206.0812 -1.07
207.0803 C15H11O+ 1 207.0804 -0.88
208.0883 C15H12O+ 1 208.0883 0.21
209.059 C14H9O2+ 1 209.0597 -3.42
209.0959 C15H13O+ 1 209.0961 -0.96
210.0675 C14H10O2+ 1 210.0675 -0.24
217.0498 C12H9O4+ 1 217.0495 1.31
217.0645 C16H9O+ 1 217.0648 -1.48
218.0721 C16H10O+ 1 218.0726 -2.32
218.0813 C12H12NO3+ 1 218.0812 0.64
219.0799 C16H11O+ 1 219.0804 -2.24
219.089 C12H13NO3+ 1 219.089 0.16
220.0966 C12H14NO3+ 1 220.0968 -1.04
221.0595 C15H9O2+ 1 221.0597 -1.11
221.0958 C16H13O+ 1 221.0961 -1.27
222.0668 C15H10O2+ 1 222.0675 -3.38
223.0747 C15H11O2+ 1 223.0754 -2.72
224.0829 C15H12O2+ 1 224.0832 -1.25
225.0904 C15H13O2+ 1 225.091 -2.74
232.0517 C16H8O2+ 1 232.0519 -0.69
233.0596 C16H9O2+ 1 233.0597 -0.58
234.0673 C16H10O2+ 1 234.0675 -0.82
235.075 C16H11O2+ 1 235.0754 -1.34
236.0827 C16H12O2+ 1 236.0832 -2.21
237.0544 C15H9O3+ 1 237.0546 -0.8
237.091 C16H13O2+ 1 237.091 -0.11
238.0623 C15H10O3+ 1 238.0624 -0.65
239.0704 C15H11O3+ 1 239.0703 0.54
239.1065 C16H15O2+ 1 239.1067 -0.78
244.0518 C17H8O2+ 1 244.0519 -0.25
245.0597 C17H9O2+ 1 245.0597 0.1
246.0675 C17H10O2+ 1 246.0675 -0.13
247.075 C17H11O2+ 1 247.0754 -1.44
248.0465 C16H8O3+ 1 248.0468 -1.23
248.0827 C17H12O2+ 1 248.0832 -1.9
249.0543 C16H9O3+ 1 249.0546 -1.13
249.0906 C17H13O2+ 1 249.091 -1.79
250.0625 C16H10O3+ 1 250.0624 0.18
251.0701 C16H11O3+ 1 251.0703 -0.68
252.0781 C16H12O3+ 1 252.0781 -0.06
253.0857 C16H13O3+ 1 253.0859 -0.95
254.0936 C16H14O3+ 1 254.0937 -0.46
255.0652 C15H11O4+ 1 255.0652 -0.1
260.0466 C17H8O3+ 1 260.0468 -0.91
260.0825 C18H12O2+ 1 260.0832 -2.54
261.054 C17H9O3+ 1 261.0546 -2.38
262.0622 C17H10O3+ 1 262.0624 -0.86
263.0701 C17H11O3+ 1 263.0703 -0.65
264.0777 C17H12O3+ 1 264.0781 -1.38
265.0492 C16H9O4+ 1 265.0495 -1.08
265.0856 C17H13O3+ 1 265.0859 -1.06
266.0577 C16H10O4+ 1 266.0574 1.28
266.0937 C17H14O3+ 1 266.0937 -0.17
267.065 C16H11O4+ 1 267.0652 -0.54
267.1015 C17H15O3+ 1 267.1016 -0.19
269.08 C16H13O4+ 1 269.0808 -3.14
269.117 C17H17O3+ 1 269.1172 -0.71
274.0618 C18H10O3+ 1 274.0624 -2.5
275.07 C18H11O3+ 1 275.0703 -1.06
276.0415 C17H8O4+ 1 276.0417 -0.87
276.078 C18H12O3+ 1 276.0781 -0.49
277.0492 C17H9O4+ 1 277.0495 -1.25
277.086 C18H13O3+ 1 277.0859 0.11
278.0571 C17H10O4+ 1 278.0574 -0.86
278.0938 C18H14O3+ 1 278.0937 0.16
279.065 C17H11O4+ 1 279.0652 -0.56
279.1013 C18H15O3+ 1 279.1016 -0.86
280.0727 C17H12O4+ 1 280.073 -1.11
281.0806 C17H13O4+ 1 281.0808 -0.94
282.0882 C17H14O4+ 1 282.0887 -1.53
283.0599 C16H11O5+ 1 283.0601 -0.74
285.0759 C16H13O5+ 1 285.0757 0.49
289.0494 C18H9O4+ 1 289.0495 -0.64
289.0857 C19H13O3+ 1 289.0859 -0.8
290.0571 C18H10O4+ 1 290.0574 -0.86
291.065 C18H11O4+ 1 291.0652 -0.77
292.0726 C18H12O4+ 1 292.073 -1.4
293.0442 C17H9O5+ 1 293.0444 -0.89
293.0806 C18H13O4+ 1 293.0808 -0.87
294.0527 C17H10O5+ 1 294.0523 1.48
294.0765 C17H12NO4+ 1 294.0761 1.52
294.0888 C18H14O4+ 1 294.0887 0.51
295.0599 C17H11O5+ 1 295.0601 -0.61
295.0961 C18H15O4+ 1 295.0965 -1.2
296.1039 C18H16O4+ 1 296.1043 -1.22
297.0752 C17H13O5+ 1 297.0757 -1.95
297.1124 C18H17O4+ 1 297.1121 0.92
298.0842 C17H14O5+ 1 298.0836 2.2
302.0569 C19H10O4+ 1 302.0574 -1.46
303.0654 C19H11O4+ 1 303.0652 0.61
304.0726 C19H12O4+ 1 304.073 -1.28
305.0447 C18H9O5+ 1 305.0444 0.89
305.0807 C19H13O4+ 1 305.0808 -0.48
306.0519 C18H10O5+ 1 306.0523 -1.09
306.0886 C19H14O4+ 1 306.0887 -0.03
307.0597 C18H11O5+ 1 307.0601 -1.3
307.0965 C19H15O4+ 1 307.0965 -0.12
308.0676 C18H12O5+ 1 308.0679 -0.92
308.1044 C19H16O4+ 1 308.1043 0.19
309.0755 C18H13O5+ 1 309.0757 -0.78
310.0831 C18H14O5+ 1 310.0836 -1.5
311.0556 C17H11O6+ 1 311.055 1.75
311.091 C18H15O5+ 1 311.0914 -1.16
312.0985 C18H16O5+ 1 312.0992 -2.23
313.1072 C18H17O5+ 1 313.1071 0.38
317.0437 C19H9O5+ 1 317.0444 -2.21
319.0598 C19H11O5+ 1 319.0601 -1.03
320.0675 C19H12O5+ 1 320.0679 -1.2
320.0914 C19H14NO4+ 1 320.0917 -1.04
321.0757 C19H13O5+ 1 321.0757 -0.28
322.0836 C19H14O5+ 1 322.0836 -0.05
323.0549 C18H11O6+ 1 323.055 -0.42
323.0912 C19H15O5+ 1 323.0914 -0.59
324.0993 C19H16O5+ 1 324.0992 0.14
325.07 C18H13O6+ 1 325.0707 -1.92
325.1067 C19H17O5+ 1 325.1071 -1.02
332.0686 C20H12O5+ 1 332.0679 1.94
333.0754 C20H13O5+ 1 333.0757 -1.17
334.0835 C20H14O5+ 1 334.0836 -0.34
334.1043 C17H18O7+ 1 334.1047 -1.24
335.055 C19H11O6+ 1 335.055 -0.16
335.0904 C20H15O5+ 1 335.0914 -3.13
336.0854 C19H14NO5+ 1 336.0866 -3.6
337.0705 C19H13O6+ 1 337.0707 -0.49
338.0784 C19H14O6+ 1 338.0785 -0.26
338.1018 C19H16NO5+ 1 338.1023 -1.36
340.0931 C19H16O6+ 1 340.0941 -2.91
348.0863 C20H14NO5+ 1 348.0866 -0.89
349.0709 C20H13O6+ 1 349.0707 0.73
350.0785 C20H14O6+ 1 350.0785 -0.06
350.0992 C17H18O8+ 2 350.0996 -1.05
351.0735 C19H13NO6+ 1 351.0737 -0.59
352.0936 C20H16O6+ 1 352.0941 -1.62
352.118 C20H18NO5+ 1 352.1179 0
353.1014 C20H17O6+ 1 353.102 -1.49
365.1024 C21H17O6+ 1 365.102 1.22
366.0969 C20H16NO6+ 1 366.0972 -0.72
380.1117 C21H18NO6+ 1 380.1129 -2.93
381.1204 C21H19NO6+ 1 381.1207 -0.65
PK$NUM_PEAK: 192
PK$PEAK: m/z int. rel.int.
91.0541 2270059.2 18
93.0697 735450.5 5
95.0489 235649.8 1
103.054 876318.9 6
119.049 992619.1 7
121.0646 4393876.2 34
131.049 717211.1 5
132.0569 262103.4 2
133.0646 622579.2 4
134.0362 552074.4 4
135.0437 164308.6 1
136.0517 164210.7 1
137.0595 228799.7 1
148.0756 234118.5 1
149.0596 962675.8 7
151.0751 266573.3 2
160.0516 339265 2
161.0595 588579.3 4
162.0908 329244.6 2
163.0387 395607.2 3
164.0466 702011.5 5
165.0545 2300172.1 18
165.0694 183546.4 1
174.0552 201903.4 1
175.0629 291040.7 2
176.0462 235226.6 1
176.0705 573346.2 4
177.0546 1072261.6 8
177.0781 265391.3 2
178.0775 232659.8 1
179.07 7766051.6 61
188.0465 670142.7 5
188.0704 224546.3 1
189.0544 853150.4 6
189.0693 216432.5 1
190.0626 254311.6 2
190.0777 137314 1
190.0859 604019.1 4
191.0575 1699538 13
191.0699 1423555.1 11
191.0852 238641.3 1
192.0565 152373.5 1
192.0653 235296.4 1
193.0492 2187928.5 17
193.064 212244.7 1
194.0724 534919.3 4
195.08 222029.5 1
196.0884 178983.5 1
203.0574 1388365.6 11
204.0568 228163.7 1
204.0653 3073919.6 24
205.0732 48677041.4 387
206.0729 892238 7
206.081 17531029.7 139
207.0803 699979.7 5
208.0883 309292 2
209.059 309037.1 2
209.0959 292687.2 2
210.0675 176575.2 1
217.0498 150406.2 1
217.0645 267300.4 2
218.0721 739218.1 5
218.0813 3478197.6 27
219.0799 1056288.7 8
219.089 2278488.1 18
220.0966 125487819.5 999
221.0595 1027762.5 8
221.0958 317666.4 2
222.0668 829902.3 6
223.0747 730576.9 5
224.0829 1147798.5 9
225.0904 244141.5 1
232.0517 285214 2
233.0596 1340329.6 10
234.0673 3091378.8 24
235.075 1996497.9 15
236.0827 1268609.9 10
237.0544 2233586.6 17
237.091 693061.4 5
238.0623 249859.1 1
239.0704 1021549.5 8
239.1065 548133.5 4
244.0518 167262.4 1
245.0597 258769.9 2
246.0675 1414971.9 11
247.075 1825015 14
248.0465 820188.8 6
248.0827 758361.3 6
249.0543 3491175.5 27
249.0906 2119607 16
250.0625 1095375.4 8
251.0701 3396907.5 27
252.0781 3082436.6 24
253.0857 916867.6 7
254.0936 656513.1 5
255.0652 224438.2 1
260.0466 228845.2 1
260.0825 186650.3 1
261.054 1893667.7 15
262.0622 4784033.2 38
263.0701 5207511 41
264.0777 5110911 40
265.0492 5889645.8 46
265.0856 2742459.8 21
266.0577 187859.3 1
266.0937 972156.3 7
267.065 1899705.3 15
267.1015 2406653.7 19
269.08 285872.7 2
269.117 345950 2
274.0618 1818365.2 14
275.07 2677486.8 21
276.0415 330368.2 2
276.078 2160419.2 17
277.0492 3569929 28
277.086 2521833.8 20
278.0571 1901514 15
278.0938 565278.3 4
279.065 5995123.1 47
279.1013 862876.1 6
280.0727 19148245.4 152
281.0806 3724122.2 29
282.0882 1586858.3 12
283.0599 293633.6 2
285.0759 160546.6 1
289.0494 1717443.2 13
289.0857 167103.9 1
290.0571 2474896.4 19
291.065 5285611.2 42
292.0726 5068088.2 40
293.0442 1639594.8 13
293.0806 4244013.1 33
294.0527 202013.4 1
294.0765 146156.5 1
294.0888 1823182.3 14
295.0599 5829484.7 46
295.0961 14160098.8 112
296.1039 789386.3 6
297.0752 1714865.6 13
297.1124 554366.1 4
298.0842 251066 1
302.0569 2064551.2 16
303.0654 1084998.1 8
304.0726 1576302.2 12
305.0447 1331294.6 10
305.0807 3840357.4 30
306.0519 6258719.6 49
306.0886 881954.4 7
307.0597 14109178.5 112
307.0965 980511 7
308.0676 4069473.7 32
308.1044 630607 5
309.0755 6106481.4 48
310.0831 7020802.7 55
311.0556 175135.3 1
311.091 252191.8 2
312.0985 1285409.9 10
313.1072 235613.1 1
317.0437 315179 2
319.0598 4226717.2 33
320.0675 1804847.1 14
320.0914 685899.2 5
321.0757 2833656.8 22
322.0836 7670140.2 61
323.0549 4584419.5 36
323.0912 14173221 112
324.0993 1710548.2 13
325.07 618547.2 4
325.1067 5132883.7 40
332.0686 1237590.3 9
333.0754 730379.8 5
334.0835 3229810.7 25
334.1043 289577.8 2
335.055 3187297.2 25
335.0904 627415.5 4
336.0854 450857.5 3
337.0705 4247505.7 33
338.0784 4566029.7 36
338.1018 1112451.1 8
340.0931 165277 1
348.0863 804554.1 6
349.0709 579588.4 4
350.0785 3234008.9 25
350.0992 426457.5 3
351.0735 832648.9 6
352.0936 972879.2 7
352.118 1255616.5 9
353.1014 6061322.8 48
365.1024 267134.5 2
366.0969 5091467.8 40
380.1117 209663.6 1
381.1204 239221.5 1
//
